Sodium Chloride → 5-(2-Cyanobutanoyl)thiophene-2-carbohydrazide

HRID 2425941Notes

Reaction equation

HRID 2425941 reaction equation
[C:1]([CH:3]([CH2:15][CH3:16])[C:4]([C:6]1[S:10][C:9]([C:11](OC)=[O:12])=[CH:8][CH:7]=1)=[O:5])#[N:2].[OH-].[K+].O.[NH2:20][NH2:21].[Cl-].[Na+]>CO>[C:1]([CH:3]([CH2:15][CH3:16])[C:4]([C:6]1[S:10][C:9]([C:11]([NH:20][NH2:21])=[O:12])=[CH:8][CH:7]=1)=[O:5])#[N:2]

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 67087195Methyl 5-(2-cyanobutanoyl)thiophene-2-carboxylate

Product 1

HCID 670873785-(2-Cyanobutanoyl)thiophene-2-carbohydrazide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Methyl 5-(2-cyanobutyryl)thiophene-2-carboxylate (213 mg, 0.90 mmol) in methanol was stirred with 0.1 M potassium hydroxide in methanol (9.0 mL, 0.90 mmol) at room temperature for 10 minutes and then with hydrazine monohydrate (225 mg, 4.50 mg) at 80° C. for 6 hours. After addition of saturated aqueous sodium chloride, the reaction solution was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and concentrated to give the crude desired product.

Workup

  1. extractionthe reaction solution was extracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-9b5ebb64dfaa4e4ea0cc52ddc7ad69e1
Source dataset
uspto-grants-2011_06
Patent number
US07968542B2

Reaction notes

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